The Mannich reaction in the synthesis of N,S-containing heterocycles 12. First example of aminomethylation involving 2-thioxonicotinamide derivative: synthesis of 3,5,7,11-tetraazatricyclo[7.3.1.02,7]tridec-2-ene-9-carboxam

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• 作者：V. V. Dotsenko (1) (2)
  S. G. Krivokolysko (1)
  V. P. Litvinov (3)
  
• 关键词：the Mannich reaction ; pyridine ; 2 ; thiolates ; aminomethylation ; 3 ; 5 ; 7 ; 11 ; tetra ; azatricyclo[7.3.1.02 ; 7]tridec ; 2 ; enes
• 刊名：Russian Chemical Bulletin
• 出版年：2012
• 出版时间：January 2012
• 年：2012
• 卷：61
• 期：1
• 页码：136-140
• 全文大小：251KB
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• 作者单位：V. V. Dotsenko (1) (2)
  S. G. Krivokolysko (1)
  V. P. Litvinov (3)
  
  1. “ChemEx-Laboratory Vladimir Dal-East-Ukrainian National University, 20 a kv. Molodezhnyi, 91034, Lugansk, Ukraine
  2. Physico-chemical Department, State Enterprise “Luganskstandartmetrology- 50 ul. Timiryazeva, 91021, Lugansk, Ukraine
  3. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
  
• ISSN：1573-9171

文摘

Piperidinium 6-amino-5-cyano-3-N-(4-methylphenyl)carbamoyl-4-phenyl-1,4-dihydro-pyridine-2-thiolate upon the action of primary amines and excess formaldehyde undergoes aminomethylation to form 3,5,7,11-tetraazatricyclo[7.3.1.02,7]tridec-2-ene-9-carboxamides in 36-2% yields.